4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzene-1-sulfonamide

• ChemBase ID: 11166
• Molecular Formular: C10H12N4O2S2
• Molecular Mass: 284.35788
• Monoisotopic Mass: 284.04016764
• SMILES: n1nc(sc1CC)NS(=O)(=O)c1ccc(cc1)N
• Canonical SMILES: CCc1nnc(s1)NS(=O)(=O)c1ccc(cc1)N
• InChI: InChI=1S/C10H12N4O2S2/c1-2-9-12-13-10(17-9)14-18(15,16)8-5-3-7(11)4-6-8/h3-6H,2,11H2,1H3,(H,13,14)
• InChIKey: SVYBEBLNQGDRHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzene-1-sulfonamide
• IUPAC Traditional name: SETD; 4-amino-N-(5-ethyl-1,3,4-thiadiazol-2-yl)benzene-1-sulfonamide
• Synonyms: 4-Amino-N-(5-ethyl-[1,3,4]thiadiazol-2-yl)-benzene sulfonamide; Sulphaethidole; Ethasol; Sulfaethidole

Database IDs

• CAS Number: 94-19-9
• MDL Number: MFCD00057224
• PubChem SID: 160974473
• PubChem CID: 7181

CALCULATED PROPERTIES

• Acid pKa: 6.7043595
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.89153427
• LogD (pH = 7.4): 0.3342501
• Log P: 0.9148818
• Molar Refractivity: 71.4627 cm^3
• Polarizability: 26.956839 Å^3
• Polar Surface Area: 97.97 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Folic acid biosynthesis antagonist

Product Information

• Application(s): Antibacterial agent

REFERENCES

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1546
• Wojahn, H., Arch. Pharm. (Weinheim, Ger.), 1951, 284, 53, (synth)
• Nikulina, T. et al., Khim.-Farm. Zh., 1971, 5, 32, (synth)
• Kracmar, J. et al., Pharmazie, 1975, 30, 447, (uv)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 4935